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Fusarithioamide B, a new benzamide derivative from the endophytic fungus Fusarium chlamydosporium with potent cytotoxic and antimicrobial activities
Bioorganic & Medicinal Chemistry ( IF 3.3 ) Pub Date : 2017-12-30 , DOI: 10.1016/j.bmc.2017.12.049
Sabrin R.M. Ibrahim , Gamal A. Mohamed , Rwaida A. Al Haidari , Mohamed F. Zayed , Amal A. El-Kholy , Ehab S. Elkhayat , Samir A. Ross

Fusarithioamide B (6), a new aminobenzamide derivative with unprecedented carbon skeleton and five known metabolites: stigmast-4-ene-3-one (1), stigmasta-4,6,8(14),22-tetraen-3-one (2), p-hydroxyacetophenone (3), tyrosol (4), and fusarithioamide A (5) were separated from Fusarium chlamydosporium EtOAc extract isolated from Anvillea garcinii (Burm.f.) DC. leaves (Asteraceae). The structure elucidation and complete assignment of the isolated metabolites were performed mainly by the aid of various NMR and MS data. Fusarithioamide B (6) has been assessed for antibacterial and antifungal activities towards various microbial strains by disc diffusion assay. It exhibited selective antifungal activity towards C. albicans (MIC 1.9 µg/ml and IZD 14.5 mm), comparing to clotrimazole (MIC 2.8 µg/ml and IZD 17.9 mm). Also, it possessed high antibacterial potential towards E. coli, B. cereus, and S. aureus compared to ciprofloxacin. Furthermore, 6 was tested for the in vitro cytotoxic effect against KB, HCT-116, BT-549, MCF-7, SKOV-3, and SK-MEL cell lines. It had selective and potent effect towards BT-549, MCF-7, SKOV-3, and HCT-116 cell lines with IC50s 0.09, 0.21, 1.23, and 0.59 μM, respectively compared to doxorubicin (IC50s 0.046, 0.05, 0.321, and 0.24 μM, respectively). Fusarithioamide B may provide a lead molecule for future developing of antitumor and antimicrobial agents.



中文翻译:

Fusarithioamide B,一种来自内生真菌Fusarium chlamydosporium的新型苯甲酰胺衍生物,具有强的细胞毒性和抗菌活性

Fusarithioamide B(6),一种具有前所未有的碳骨架和五个已知代谢物的新型氨基苯甲酰胺衍生物:stigmast-4-ene-3-one(1),stigmasta-4,6,8(14),22-tetraen-3-one (2),羟基苯乙酮(3),酪醇(4)和呋喃硫代酰胺A(5)与从Anvillea garcinii(Burm.f.)DC分离得到的衣藻镰刀菌EtOAc提取物中分离。叶(菊科)。分离的代谢物的结构阐明和完整分配主要是借助各种NMR和MS数据进行的。夫沙利硫胺素B(6)已通过椎间盘扩散法评估了对各种微生物菌株的抗菌和抗真菌活性。与克霉唑(MIC 2.8 µg / ml和IZD 17.9 mm)相比,它对白色念珠菌具有选择性的抗真菌活性(MIC 1.9 µg / ml和IZD 14.5 mm)。而且,它对E具有很高的抗菌潜力。大肠杆菌蜡状芽孢杆菌,和小号金黄色葡萄球菌相比环丙沙星。此外,测试了6种化合物对KB,HCT-116,BT-549,MCF-7,SKOV-3和SK-MEL细胞系的体外细胞毒性作用。它对具有IC 50的BT-549,MCF-7,SKOV-3和HCT-116细胞系具有选择性和强效作用与阿霉素相比,s分别为0.09、0.21、1.23和0.59μM (IC 50分别为0.046、0.05、0.321和0.24μM)。Fusarithioamide B可能为抗肿瘤药和抗微生物药的未来发展提供先导分子。

更新日期:2017-12-30
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